Photocurable compound

ABSTRACT

Disclosed is a compound having a photocurable urethane(meth)acrylate group, its manufacturing method, and a photocurable composition including the compound. The compound is represented by Chemical Formulae 1 to 6. Each of Chemical Formulae 1 to 6 includes a urethane(meth)acrylate group represented by Chemical Formula 1-1 or 1-2.

CROSS-REFERENCE TO RELATED APPLICATION

This application is a divisional application of U.S. patent applicationhaving Ser. No. 12/539,326 filed on Aug. 11, 2009, which claims priorityto Korean Patent Application No. 10-2009-0008604, filed on Feb. 3, 2009,and all the benefits accruing therefrom under 35 U.S.C. §119, thecontents of which in its entirety are herein incorporated by reference.

BACKGROUND

1. Field

This disclosure relates to a photocurable compound.

2. Description of the Related Art

Compounds including two or more reactive photocurable acrylate groupsare used in various ways, for example, as photocurable adhesive resins,photocurable paints or inks, and the like. Photocurable acrylate groupsform a cross-linked structure when they are polymerized by free-radicalpolymerization. Crosslinking changes various properties such resolutionduring exposure to light, solubility in a solvent, and the like. Inparticular, polymerization that generates radicals as a result ofirradiation by light has been widely adopted due to the high reactivityof monomers, low cost, and excellent mechanical and optical propertiesof the final product.

SUMMARY

One aspect of the present invention provides a compound including aphotocurable urethane(meth)acrylate group that is used for variousphotocurable radical polymerizations.

According to one aspect of the present invention, a novel compoundrepresented by one of the following Chemical Formulae 1 to 6 isprovided.

In the above Chemical Formula 1, A₁ is carbon (C) or silicon (Si), Ar₁to Ara are independently a substituted or unsubstituted C₆ to C₂₀arylene, where the substituted arylene is an arylene substituted with aC1 to C5 alkyl, L₁ is selected from the group consisting of a singlebond and a C₁ to C₂₀ alkylene, R₁ is selected from the group consistingof hydrogen, a C1 to C5 alkyl, substituents represented by the followingChemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2, and X₁ to X₃ are independently selected from thegroup consisting of hydrogen, a C1 to C5 alkyl, substituents representedby the following Chemical Formula 1-1 and substituents represented bythe following Chemical Formula 1-2, provided that at least one of R₁ andX₁ to X₃ is selected from the group consisting of substituentsrepresented by the following Chemical Formula 1-1 and substituentsrepresented by the following Chemical Formula 1-2. In one embodiment, atleast three of R₁ and X₁ to X₃ may be selected from the group consistingof substituents represented by the following Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2. a to cin the Chemical Formula 1 are independently integers of 1 or 2, and whena to c are each equal to 2, each of X₁ to X₃ may be the same ordifferent.

In the above Chemical Formula 1-1, Z is selected from the groupconsisting of a single bond, —O—, —COO—, and —COO—, i is an integerranging from 1 to 5, h is an integer ranging from 0 to 5, and R₁₀₀ ishydrogen or a methyl, provided that when Z is —O—, —COO—, or —COO—, h isnot zero (0).

In the above Chemical Formula 1-2, p and q are independently an integerranging from 1 to 5, and R₁₀₁ to R₁₀₃ are independently hydrogen or amethyl.

A compound of the above Chemical Formula 1 may include a compoundrepresented by the following Chemical Formula 1A.

In the above Chemical Formula 1A, A₁ is carbon (C) or silicon (Si), L₁is selected from the group consisting of a single bond and a C₁ to C₂₀alkylene, R₁ is selected from the group consisting of hydrogen, a C1 toC5 alkyl, substituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2, and R₁,R₄ to R₆, and X₁ to X₃ are independently selected from the groupconsisting of hydrogen, a C1 to C5 alkyl, substituents represented bythe above Chemical Formula 1-1 and substituents represented by thefollowing Chemical Formula 1-2, provided that at least one of R₁, R₄ toR₆, and X₁ to X₃ is selected from the group consisting of substituentsrepresented by the above Chemical Formula 1-1 and substituentsrepresented by the following Chemical Formula 1-2. In one embodiment, atleast three of R₁, R₄ to R₆, and X₁ to X₃ may be selected from the groupconsisting of substituents represented by the above Chemical Formula 1-1and substituents represented by the following Chemical Formula 1-2. a toc in the Chemical Formula 1A are independently integers of 1 or 2, andwhen a to c are each equal to 2, each of X₁ to X₃ may be the same ordifferent.

In the above Chemical Formula 2, A₂ is carbon (C) or silicon (Si), Ar₄to Ar₇ are independently a substituted or unsubstituted C₆ to C₂₀arylene, where the substituted arylene is an arylene substituted with aC1 to C5 alkyl, and X₄ to X₇ are the same or different and areindependently selected from the group consisting of hydrogen, a C1 to C5alkyl, substituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2, providedthat at least one of X₄ to X₇ is selected from the group consisting ofsubstituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2. In oneembodiment, at least three of X₄ to X₇ may be selected from the groupconsisting of substituents represented by the above Chemical Formula 1-1and substituents represented by the following Chemical Formula 1-2. d tog in the Chemical Formula 2, are independently integers of 1 or 2, andwhen d to g are each equal to 2, each of X₄ to X₇ may be the same ordifferent.

In the above Chemical Formula 2A, A₂ is carbon (C) or silicon (Si), andR₇ to R₁₀ and X₄ to X₇ are the same or different and are independentlyselected from the group consisting of hydrogen, a C1 to C5 alkyl,substituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2, providedthat at least one of R₇ to R₁₀ and X₄ to X₇ is selected from the groupconsisting of substituents represented by the above Chemical Formula 1-1and substituents represented by the following Chemical Formula 1-2. Inone embodiment, at least three of R₇ to R₁₀ and X₄ to X₇ may be selectedfrom the group consisting of substituents represented by the aboveChemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2. d to g in the Chemical Formula 2A, areindependently integers of 1 or 2, and when d to g are each equal to 2,each of X₄ to X₇ may be the same or different.

In the above Chemical Formula 3, Ar₈ to Ar₁₀ are the same or differentand are independently a substituted or unsubstituted C₆ to C₂₀ arylene,where the substituted arylene is an arylene substituted with a C1 to C5alkyl, L₂ is selected from the group consisting of a single bond and aC₁ to C₂₀ alkylene, R₂ is selected from the group consisting ofhydrogen, a C1 to C5 alkyl, substituents represented by the aboveChemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2, and X₅ to X₇ are independently selected from thegroup consisting of hydrogen, a C1 to C5 alkyl, substituents representedby the above Chemical Formula 1-1 and substituents represented by thefollowing Chemical Formula 1-2, provided that at least one of R₂ and X₅to X₇ is selected from the group consisting of substituents representedby the above Chemical Formula 1-1 and substituents represented by thefollowing Chemical Formula 1-2. In one embodiment, at least three of R₂and X₅ to X₇ may be selected from the group consisting of substituentsrepresented by the above Chemical Formula 1-1 and substituentsrepresented by the following Chemical Formula 1-2. j, k, and l inChemical Formula 3 are independently integers of 1 or 2, and when j, k,and l are each equal to 2, each of X₅ to X₇ may be the same ordifferent.

The compound of the above Chemical Formula 3 may include a compoundrepresented by the following Chemical Formula 3A.

In the above Chemical Formula 3A, L₂ is selected from the groupconsisting of a single bond and a C₁ to C₂₀ alkylene, R₂ is selectedfrom the group consisting of hydrogen, a C1 to C5 alkyl, substituentsrepresented by the above Chemical Formula 1-1 and substituentsrepresented by the following Chemical Formula 1-2, and R₂, R₁₁ to R₁₃,and X₅ to X₇ are independently selected from the group consisting ofhydrogen, a C1 to C5 alkyl, substituents represented by the aboveChemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2, provided that at least one of R₂, R₁₁ to R₁₃, andX₅ to X₇ is selected from the group consisting of substituentsrepresented by the above Chemical Formula 1-1 and substituentsrepresented by the following Chemical Formula 1-2. In one embodiment, atleast three of R₂, R₁₁ to R₁₃, and X₅ to X₇ may be selected from thegroup consisting of substituents represented by the above ChemicalFormula 1-1 and substituents represented by the following ChemicalFormula 1-2. j, k, and l in the Chemical Formula 4 are independentlyintegers of 1 or 2, and when j, k, and l are each equal to 2, each of X₅to X₇ may be the same or different.

In the above Chemical Formula 4, Ar₁₁ to Ar₁₄ are the same or differentand are independently a substituted or unsubstituted C₆ to C₂₀ arylene,where the substituted arylene is an arylene substituted with a C1 to C5alkyl, and X₈ to X₁₁ are the same or different and are independentlyselected from the group consisting of hydrogen, a C1 to C5 alkyl,substituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2, providedthat at least one of X₈ to X₁₁ is selected from the group consisting ofsubstituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2. In oneembodiment, at least three of X₈ to X₁₁ may be selected from the groupconsisting of substituents represented by the above Chemical Formula 1-1and substituents represented by the following Chemical Formula 1-2. m,n, r, and s in the Chemical Formula 4 are independently integers of 1 or2, and when m, n, r, and s are each equal to 2, each of X₈ to X₁₁ may bethe same or different.

The compound of the above Chemical Formula 4 may include a compoundrepresented by the following Chemical Formula 4A.

In the above Chemical Formula 4A, R₁₄ to R₁₇ and X₁₂ to X₁₅ are the sameor different and are independently selected from the group consisting ofhydrogen, a C1 to C5 alkyl, substituents represented by the aboveChemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2, provided that at least one of R₁₄ to R₁₇ and X₁₂to X₁₅ is selected from the group consisting of substituents representedby the above Chemical Formula 1-1 and substituents represented by thefollowing Chemical Formula 1-2. In one embodiment, at least three of R₁₄to R₁₇ and X₁₂ to X₁₅ may be selected from the group consisting ofsubstituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2. m, n, r,and s in the Chemical Formula 4A are independently integers of 1 or 2,and when m, n, r, and s are each equal to 2, each of X₈ to X₁₁ may bethe same or different.

In the above Chemical Formula 5, Ar₁₅ to Ar₁₇ are the same or differentand are independently a substituted or unsubstituted C₆ to C₂₀ arylene,where the substituted arylene is an arylene substituted with a C1 to C5alkyl, L₃ is selected from the group consisting of a single bond and aC₁ to C₂₀ alkylene, R₃ is selected from the group consisting ofhydrogen, a C1 to C5 alkyl, substituents represented by the aboveChemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2, and X₁₂ to X₁₄ are the same or different and areindependently selected from the group consisting of hydrogen, a C1 to C5alkyl, substituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2, providedthat at least one of R₃ and X₁₂ to X₁₄ is a substituent represented bythe above Chemical Formula 1-1 and substituents represented by thefollowing Chemical Formula 1-2. In one embodiment, at least three of R₃and X₁₂ to X₁₄ may selected from the group consisting of substituentsrepresented by the above Chemical Formula 1-1 and substituentsrepresented by the following Chemical Formula 1-2. t, u, and v in theChemical Formula 5 are independently integers of 1 or 2, and when t, u,and v are each equal to 2, each of X₁₂ to X₁₄ may be the same ordifferent.

The compound of the above Chemical Formula 5 may include a compoundrepresented by the following Chemical Formula 5A.

In the above Chemical Formula 5A, L₃ is selected from the groupconsisting of a single bond and a C₁ to C₂₀ alkylene, R₃ is selectedfrom the group consisting of hydrogen, a C1 to C5 alkyl, substituentsrepresented by the above Chemical Formula 1-1 and substituentsrepresented by the following Chemical Formula 1-2, and R₃, R₁₈ to R₂₀,and X₁₂ to X₁₄ are the same or different and are independently selectedfrom the group consisting of hydrogen, a C1 to C5 alkyl, substituentsrepresented by the above Chemical Formula 1-1 and substituentsrepresented by the following Chemical Formula 1-2, provided that atleast one of R₃, R₁₈ to R₂₀, and X₁₂ to X₁₄ is selected from the groupconsisting of substituents represented by the above Chemical Formula 1-1and substituents represented by the following Chemical Formula 1-2. Inone embodiment, at least three of R₃, R₁₈ to R₂₀, and X₁₂ to X₁₄ may beselected from the group consisting of substituents represented by theabove Chemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2. t, u, and v in the Chemical Formula 5A areindependently integers of 1 or 2, and when t, u, and v are each equal to2, each of X₁₂ to X₁₄ may be the same or different.

In the above Chemical Formula 6, Ar₁₈ to Ar₂₁ are the same or differentand are independently a substituted or unsubstituted C₆ to C₂₀ arylene,where the substituted arylene is an arylene substituted with a C1 to C5alkyl, and X₁₅ to X₁₈ are the same or different and are independentlyselected from the group consisting of hydrogen, a C1 to C5 alkyl,substituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2, providedthat at least one of X₁₅ to X₁₈ is selected from the group consisting ofsubstituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2. In oneembodiment, at least three of X₁₅ to X₁₈ may be selected from the groupconsisting of substituents represented by the above Chemical Formula 1-1and substituents represented by the following Chemical Formula 1-2. w,x, y, and z in the Chemical Formula 6 are independently integers of 1 or2, and when w, x, y, and z are each equal to 2, each of X₁₅ to X₁₈ maybe the same or different.

The compound of the above Chemical Formula 6 may include a compoundrepresented by the following Chemical Formula 6A.

In the above Chemical Formula 6A, R₂₁ to R₂₄ and X₁₅ to X₁₈ are the sameor different and are independently selected from the group consisting ofhydrogen, a C1 to C5 alkyl, and substituents represented by the aboveChemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2, provided that at least one of R₂₁ to R₂₄ and X₁₅to X₁₈ is selected from the group consisting of substituents representedby the above Chemical Formula 1-1 and substituents represented by thefollowing Chemical Formula 1-2. In one embodiment, at least three of R₂₁to R₂₄ and X₁₅ to X₁₈ may be selected from the group consisting ofsubstituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2. w, x, y,and z in the Chemical Formula 6A are independently integers of 1 or 2,and when w, x, y, and z are each equal to 2, each of X₁₅ to X₁₈ may bethe same or different.

Hereinafter, further aspects of the present invention will be describedin detail.

DETAILED DESCRIPTION

The present invention will be described more fully hereinafter in thefollowing detailed description of the invention, in which some but notall embodiments of the invention are described. This invention may beembodied in many different forms and is not construed as limited to theembodiments set forth herein; rather, these embodiments are provided sothat this disclosure will satisfy applicable legal requirements.

As used herein, the terms “a” and “an” are open terms that may be usedin conjunction with singular items or with plural items.

The use of the terms such as “a to d” used below with reference toChemical Formula 1 and other similar expressions used with reference toother Chemical Formulae are meant to imply “a, b, c and d”.

The term “single bond” implies that the particular substitutent is“optional”. For example, the statement “L₉′ to L₁₂′ are independentlyselected from the group consisting of a single bond, and a C1 to C20substituted or unsubstituted alkylene” implies that L₉′ to L₁₂ areoptional and may not be present. In the event that a particularsubstitutent is absent then the core atom will be covalently bonded to aterminal atom in a given structure depicted in this disclosure.

The term “and/or” is used to imply both “and” and “or”. For example, thestatement that “X includes A and/or B” implies that X may include, A, B,or a combination of A and B. Similarly, the statement that “X isselected from the group consisting of A and/or B” implies that X may beselected from the group consisting of A, B, or a combination of A and B.

As used herein, the term “(meth)acrylate” refers to both acrylate andmethacrylate, and the term “(meth)acryloyl” refers to both acryloyl andmeth)acryloyl.

According to one embodiment of the present invention, a compoundrepresented by Chemical Formulae 1 to 6 is provided.

In the above Chemical Formula 1, A₁ is carbon (C) or silicon (Si), Ar₁to Ar₃ are the same or different and are independently a substituted orunsubstituted C₆ to C₂₀ arylene, where the substituted arylene is anarylene substituted with a C1 to C5 alkyl, L₁ is selected from the groupconsisting of a single bond and a C₁ to C₂₀ alkylene, R₁ is selectedfrom the group consisting of hydrogen, a C1 to C5 alkyl, andsubstituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2, and X₁to X₃ are the same or different and are selected from the groupconsisting of hydrogen, a C1 to C5 alkyl, substituents represented bythe above Chemical Formula 1-1 and substituents represented by thefollowing Chemical Formula 1-2, provided that at least one of R₁ and X₁to X₃ is selected from the group consisting of substituents representedby the above Chemical Formula 1-1 and substituents represented by thefollowing Chemical Formula 1-2. In one embodiment, at least three of R₁and X₁ to X₃ may be selected from the group consisting of substituentsrepresented by the above Chemical Formula 1-1 or 1-2. a to c in theChemical Formula 1 are independently integers of 1 or 2, and when a to care each equal to 2, each of X₁ to X₃ may be the same or different.

In the above Chemical Formula 1-1, Z is selected from the groupconsisting of a single bond, —O—, —COO—, and —COO—, i is an integerranging from 1 to 5, h is an integer ranging from 0 to 5, and R₁₀₀ ishydrogen or a methyl, provided that when Z is —O—, —COO—, or —COO—, h isnot zero (0).

In the above Chemical Formula 1-2, p and q are independently an integerranging from 1 to 5, and R₁₀₁ to R₁₀₃ are independently hydrogen or amethyl.

A compound of the above Chemical Formula 1 may be represented by thefollowing Chemical Formula 1A.

In the above Chemical Formula 1A, A₁ is carbon (C) or silicon (Si), L₁is selected from the group consisting of a single bond and a C₁ to C₂₀alkylene, R₁ is selected from the group consisting of hydrogen, a C1 toC5 alkyl, substituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2, and R₁,R₄ to R₆, and X₁ to X₃ are the same or different and are independentlyselected from the group consisting of hydrogen, a C1 to C5 alkyl,substituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2, providedthat at least one of R₁, R₄ to R₆, and X₁ to X₃ is selected from thegroup consisting of substituents represented by the above ChemicalFormula 1-1 and substituents represented by the following ChemicalFormula 1-2. In one embodiment, at least three of R₁, R₄ to R₆, and X₁to X₃ may be selected from the group consisting of substituentsrepresented by the above Chemical Formula 1-1 and substituentsrepresented by the following Chemical Formula 1-2. a to c in theChemical Formula 1A are independently integers of 1 or 2, and when a toc are each equal to 2, each of X₁ to X₃ may be the same or different.

In the above Chemical Formula 2, A₂ is carbon (C) or silicon (Si), Ar₄to Ar₇ are the same or different and are independently a substituted orunsubstituted C₆ to C₂₀ arylene, where the substituted arylene is anarylene substituted with a C1 to C5 alkyl, and X₄ to X₇ are the same ordifferent and are independently selected from the group consisting ofhydrogen, a C1 to C5 alkyl, substituents represented by the aboveChemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2, provided that at least one, of X₄ to X₇ isselected from the group consisting of substituents represented by theabove Chemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2. In one embodiment, at least three of X₄ to X₇ maybe selected from the group consisting of substituents represented by theabove Chemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2. d to g in the Chemical Formula 2 are independentlyintegers of 1 or 2, and when d to g are each equal to 2, each of X₄ toX₇ may be the same or different.

The compound of the above Chemical Formula 2 may include a compoundrepresented by the following Chemical Formula 2A.

In the above Chemical Formula 2A, A₂ is carbon (C) or silicon (Si), andR₇ to R₁₀ and X₄ to X₇ are the same or different and are independentlyselected from the group consisting of hydrogen, a C1 to C5 alkyl,substituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2, providedthat at least one of R₇ to R₁₀ and X₄ to X₇ is selected from the groupconsisting of substituents represented by the above Chemical Formula 1-1and substituents represented by the following Chemical Formula 1-2. Inone embodiment, at least three of R₇ to R₁₀ and X₄ to X₇ may be selectedfrom the group consisting of substituents represented by the aboveChemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2. d to g in the Chemical Formula 2A areindependently integers of 1 or 2, and when d to g are each equal to 2,each of X₄ to X₇ may be the same or different.

In the above Chemical Formula 3, Ar₈ to Ar₁₀ are the same or differentand are independently a substituted or unsubstituted C₆ to C₂₀ arylene,where the substituted arylene is an arylene substituted with a C1 to C5alkyl, L₂ is selected from the group consisting of a single bond and aC₁ to C₂₀ alkylene, R₂ is selected from the group consisting ofhydrogen, a C1 to C5 alkyl, substituents represented by the aboveChemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2, and X₅ to X₇ are the same or different and areindependently selected from the group consisting of hydrogen, a C1 to C5alkyl, substituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2, providedthat at least one of R₂ and X₅ to X₇ is selected from the groupconsisting of substituents represented by the above Chemical Formula 1-1and substituents represented by the following Chemical Formula 1-2. Inone embodiment, at least three of R₂ and X₅ to X₇ may be selected fromthe group consisting of substituents represented by the above ChemicalFormula 1-1 and substituents represented by the following ChemicalFormula 1-2. j, k, and l in the Chemical Formula 3 are independentlyintegers of 1 or 2, and when j, k, and l are each equal to 2, each of X₅to X₇ may be the same or different.

The compound of the above Chemical Formula 3 may be represented by thefollowing Chemical Formula 3A.

In the above Chemical Formula 3A, L₂ is selected from the groupconsisting of a single bond and a C₁ to C₂₀ alkylene, R₂ is selectedfrom the group consisting of hydrogen, a C1 to C5 alkyl, substituentsrepresented by the above Chemical Formula 1-1 and substituentsrepresented by the following Chemical Formula 1-2, and R₂, R₁₁ to R₁₃,and X₅ to X₇ are the same or different and are independently selectedfrom the group consisting of hydrogen, a C1 to C5 alkyl, substituentsrepresented by the above Chemical Formula 1-1 and substituentsrepresented by the following Chemical Formula 1-2, provided that atleast one of R₂, R₁₁ to R₁₃, and X₅ to X₇ is selected from the groupconsisting of substituents represented by the above Chemical Formula 1-1and substituents represented by the following Chemical Formula 1-2. Inone embodiment, at least three of R₂, R₁₁ to R₁₃, and X₅ to X₇ may beselected from the group consisting of substituents represented by theabove Chemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2. j, k, and l in the Chemical Formula 3A areindependently integers of 1 or 2, and when j, k, and l are each equal to2, each of X₅ to X₇ may be the same or different.

In the above Chemical Formula 4, Ar₁₁ to Aria are the same or differentand are independently a substituted or unsubstituted C₆ to C₂₀ arylene,where the substituted arylene is an arylene substituted with a C1 to C5alkyl, and X₈ to X₁₁ are the same or different and are independentlyselected from the group consisting of hydrogen, a C1 to C5 alkyl,substituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2, providedthat at least one of X₈ to X₁₁ is selected from the group consisting ofsubstituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2. In oneembodiment, at least three of X₈ to X₁₁ may be selected from the groupconsisting of substituents represented by the above Chemical Formula 1-1and substituents represented by the following Chemical Formula 1-2. m,n, r, and s in the Chemical Formula 4 are independently integers of 1 or2, and when m, n, r, and s are each equal to 2, each of X₈ to X₁₁ may bethe same or different.

The compound of the above Chemical Formula 4 may be represented by thefollowing Chemical Formula 4A.

In the above Chemical Formula 4A, R₁₄ to R₁₇ and X₁₂ to X₁₅ are the sameor different and are independently selected from the group consisting ofhydrogen, a C1 to C5 alkyl, substituents represented by the aboveChemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2, provided that at least one of R₁₄ to R₁₇ and X₁₂to X₁₅ is selected from the group consisting of substituents representedby the above Chemical Formula 1-1 and substituents represented by thefollowing Chemical Formula 1-2. In one embodiment, at least three of R₁₄to R₁₇ and X₁₂ to X₁₅ may be selected from the group consisting ofsubstituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2. m, n, r,and s in the Chemical Formula 4A are independently integers of 1 or 2,and when m, n, r, and s are each equal to 2, each of X₈ to X₁₁ may bethe same or different.

In the above Chemical Formula 5, Ar₁₅ to Ar₁₇ are the same or differentand are independently a substituted or unsubstituted C₆ to C₂₀ arylene,where the substituted arylene is an arylene substituted with a C1 to C5alkyl, L₃ is selected from the group consisting of a single bond and aC₁ to C₂₀ alkylene, R₃ is selected from the group consisting ofhydrogen, a C1 to C5 alkyl, substituents represented by the aboveChemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2, and X₁₂ to X₁₄ are independently selected from thegroup consisting of hydrogen, a C1 to C5 alkyl, substituents representedby the above Chemical Formula 1-1 and substituents represented by thefollowing Chemical Formula 1-2, provided that at least one of R₃ and X₁₂to X₁₄ is a substituent represented by the above Chemical Formula 1-1and substituents represented by the following Chemical Formula 1-2. Inone embodiment, at least three of R₃ and X₁₂ to X₁₄ may be selected fromthe group consisting of substituents represented by the above ChemicalFormula 1-1 and substituents represented by the following ChemicalFormula 1-2. t, u, and v in the Chemical Formula 5 are independentlyintegers of 1 or 2, and when t, u, and v are each equal to 2, each ofX₁₂ to X₁₄ may be the same or different.

The compound of the above Chemical Formula 5 is represented by thefollowing Chemical Formula 5A.

In the above Chemical Formula 5A, L₃ is selected from the groupconsisting of a single bond and a C₁ to C₂₀ alkylene, R₃ is selectedfrom the group consisting of hydrogen, a C1 to C5 alkyl, substituentsrepresented by the above Chemical Formula 1-1 and substituentsrepresented by the following Chemical Formula 1-2, and R₃, R₁₈ to R₂₀,and X₁₂ to X₁₄ are independently selected from the group consisting ofhydrogen, a C1 to C5 alkyl, and substituents represented by the aboveChemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2, provided that at least one of R₃, R₁₈ to R₂₀, andX₁₂ to X₁₄ is selected from the group consisting of substituentsrepresented by the above Chemical Formula 1-1 and substituentsrepresented by the following Chemical Formula 1-2. In one embodiment, atleast three of R₃, R₁₈ to R₂₀, and X₁₂ to X₁₄ may be selected from thegroup consisting of substituents represented by the above ChemicalFormula 1-1 and substituents represented by the following ChemicalFormula 1-2. t, u, and v in the Chemical Formula 5A are independentlyintegers of 1 or 2, and when t, u, and v are each equal to 2, each ofX₁₂ to X₁₄ may be the same or different.

In the above Chemical Formula 6, Ar₁₈ to Ar₂₁ are the same or differentand are independently a substituted or unsubstituted C₆ to C₂₀ arylene,where the substituted arylene is an arylene substituted with a C1 to C5alkyl, and X₁₅ to X₁₈ are the same or different and are independentlyselected from the group consisting of hydrogen, a C1 to C5 alkyl,substituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2, providedthat at least one of X₁₅ to X₁₈ is selected from the group consisting ofsubstituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2. In oneembodiment, at least three of X₁₅ to X₁₈ may be selected from the groupconsisting of substituents represented by the above Chemical Formula 1-1and substituents represented by the following Chemical Formula 1-2. w,x, y, and z are independently integers of 1 or 2, and when w, x, y, andz are each equal to 2, each of X₁₅ to X₁₈ may be the same or different.

The compound of the above Chemical Formula 6 is represented by thefollowing Chemical Formula 6A.

In the above Chemical Formula 6A, R₂₁ to R₂₄ and X₁₅ to X₁₈ are the sameor different and are independently selected from the group consisting ofhydrogen, a C1 to C5 alkyl, substituents represented by the aboveChemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2, provided that at least one of R₂₁ to R₂₄ and X₁₅to X₁₈ is selected from the group consisting of substituents representedby the above Chemical Formula 1-1 and substituents represented by thefollowing Chemical Formula 1-2. In one embodiment, at least three of R₂₁to R₂₄ and X₁₅ to X₁₈ may be selected from the group consisting ofsubstituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2. w, x, y,and z in the Chemical Formula 6A, are independently integers of 1 or 2,and when w, x, y, and z are each equal to 2, each of X₁₅ to X₁₈ may bethe same or different.

The compound including a photocurable urethane(meth)acrylate group hasan aromatic structure in the center thereof, and thus has a stronginternal skeletal structure, and includes a photocurableurethane(meth)acrylate group having a long branch chain as an aromaticstructural substituent. Accordingly, it may be usefully applied forphoto-initiative radical polymerization.

Hereinafter, a method of manufacturing a compound including thephotocurable urethane(meth)acrylate group is illustrated.

The compound may be prepared by reacting one of the compounds having areactive group and represented by the following Chemical Formula 7 to 12with a (meth)acryloyl isocyanate derivative represented by ChemicalFormula 13 or 14. This urethane reaction may be performed at atemperature of about 30 to about 100° C.

In the above Chemical Formulae 7 to 12, A₁ and A₂ are carbon (C) orsilicon (Si), L₁ to L₃ are independently selected from the groupconsisting of a single bond and a C₁ to C₂₀ alkylene, R₁ to R₃ areindependently selected from the group consisting of hydrogen, a C1 to C5alkyl, substituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2, Ar₁ toAr₂₁ are the same or different and are independently a substituted orunsubstituted C₆ to C₂₀ arylene, where the substituted arylene is anarylene substituted with a C1 to C5 alkyl, and Y₁ to Y₂₁ are the same ordifferent and are independently a reactive group selected from the groupconsisting of a hydroxy, an amine, and combinations thereof.

In the above Chemical Formula 13, Z is selected from the groupconsisting of a single bond, —O—, —COO—, and —COO—, i is an integerranging from 1 to 5, h is an integer ranging from 0 to 5, and R₁₀₀ ishydrogen or a methyl, provided that when Z is —O—, —COO—, or —COO—, h isnot zero (0).

In the above Chemical Formula 14, p and q are independently an integerranging from 1 to 5, and R₁₀₁ to R₁₀₃ are independently hydrogen or amethyl.

Examples of the compound represented by the above Chemical Formula to 12include 1,1,1-tris(4-hydroxyphenyl)methane,1,1,1-tris(4-hydroxyphenyl)ethane, 1,1,1-tris(4-hydroxyphenyl)propane,1,1,1-tris(4-hydroxyphenyl)butane, 1,1,1-tris(4-hydroxyphenyl)pentane,1,1,1-tris(4-hydroxyphenyl)silane, 1,1,2-(4-hydroxyphenyl)ethene,tetrakis(p-hydroxyphenyl)methane, tetrakis(p-hydroxyphenyl)ethane,tetrakis(p-hydroxyphenyl)ethene, tetrakis(p-hydroxyphenyl)silane, or thelike, or combinations including at least one of the foregoing.

Examples of acryloyl or methacryloyl isocyanate derivatives representedby the Chemical Formulas 13 or 14 above include (meth)acryloyloxymethylisocyanate, (meth)acryloyloxyethyl isocyanate, (meth)acryloyloxypropylisocyanate, (meth)acryloyloxybutyl isocyanate, (meth)acryloyloxypentylisocyanate, isocyanatomethyl(meth)acrylate,isocyanatoethyl(meth)acrylate, isocyanatopropyl(meth)acrylate,isocyanatobutyl(meth)acrylate, isocyanatopentyl(meth)acrylate,1,1-bis((meth)acryloyloxymethyl)methyl isocyanate,1,1-bis((meth)acryloyloxymethyl)ethyl isocyanate,1,1-bis((meth)acryloyloxymethyl)propyl isocyanate,1,1-bis((meth)acryloyloxymethyl)butyl isocyanate,1,1-bis((meth)acryloyloxymethyl)pentyl isocyanate, or the like, or acombination including at least one of the foregoing acryloyl ormethacryloyl isocyanate derivatives.

The urethane reaction may further include a catalyst. The catalystincludes an organic tin compound, a tertiary amine aprotic salt, and thelike, for example dibutyl tin dilaurate, dibutyl tin diacetate, dibutyltin dimercaptide, triethylenediamine, 1,4-diazabicyclo[2,2,2]octane, orthe like. The compound including a photocurable urethane(meth)acrylategroup may be used to manufacture an adhesive composition, photocurablepaint and ink compositions, a light guide, an insulation layer, anoptical filter, a flame retardant resin, a plastic optical fiber, andthe like.

The following examples illustrate the present invention in more detail.However, it is understood that the present invention is not limited bythese examples.

Example 1 Synthesis of a Compound of Chemical Formula A Example 1-1Synthesis of a Compound of Chemical Formula (f)

Referring to Reaction Scheme 1, a compound of Chemical Formula f isprepared by adding 750 grams (“g”) (2.69 moles (‘mol”)) of a compound ofChemical Formula a and 678 g (7.28 mol) of aniline in a 10000 milliliter(“ml”) round flask, heating the mixture to 200° C. while agitating it,and cooling it to 90° C. Then, 4100 ml of HCl and 3100 ml of methanolare added thereto. The resulting mixture is refluxed for 1 hour. Theprepared solid material is filtrated and washed with 300 ml of methanol,and then added to 5000 ml of ethanol. While the mixture is agitated, 816ml of sulfuric acid is slowly added in a dropwise fashion. The resultingmixture is cooled to −10° C., and 610 ml of isoamyl nitrile is slowlyadded thereto in a dropwise fashion. The resulting mixture is agitatedfor one hour. While maintaining its temperature, 1220 ml of phosphorousacid is added to the resulting mixture. The resulting product is heatedand then refluxed and agitated for one hour, obtaining 700 g of acompound of Chemical Formula c (¹H NMR (300 MHz, CDCl₃), δ 7.18-7.25 (m,20H)).

After adding 2750 ml of nitric acid and cooling to −10° C., 550 g (1.71mol) of the compound of Chemical Formula c is slowly added thereto.Then, 1830 ml of acetic acid anhydride is slowly added thereto in adropwise fashion. Then, 3660 ml of acetic acid is added to the abovemixture, and the resulting product is agitated for one hour andfiltrated, and then washed, obtaining 335 g of a compound of ChemicalFormula d (¹H NMR (300 MHz, DMSO) δ 7.59 (d, 8H), 8.22 (d, 8H)).

Then, 4500 ml of tetrahydrofuran is added in a hydrogenizing reactor,and 450 g (0.89 mol) of the compound of Chemical Formula d is addedthereto. On the other hand, 90 g of a palladium/carbon catalyst is addedto 1200 ml of ethanol. This mixture is slowly added to the reactor. Theresulting product is agitated for 30 hours while hydrogen gas iscontinuously injected into the reactor. Then, it is washed with ethanoland n-hexane and dried, obtaining 295 g of a compound of ChemicalFormula e NMR (300 MHz, DMSO) δ 4.83 (s, 8H), 6.37 (d, 8H), 6.66 (d,8H)).

400 g (1.05 mol) of the compound of Chemical Formula e is added to 1200ml of ultrapure water. The mixture is added to 320 ml of sulfuric acidwhile agitating it. Then, sodium nitrite is added thereto in a dropwisefashion at 0° C., and the resulting product is agitated at 50° C.,obtaining tetrakis(p-hydroxyphenyl)methane (a compound of ChemicalFormula f) (¹H NMR (300 MHz, DMSO) δ 6.60 (d, 8H), 6.80 (d, 8H), 9.25(s, 4H)).

Example 1-2 Synthesis of a Compound of Chemical Formula A

Referring to Reaction Scheme 2, 38.42 g (0.1 mol) oftetrakis(p-hydroxyphenyl)methane (the compound of Chemical Formula f) isdissolved in 500 ml of ethyl acetate, and then methacryloyl oxyethylisocyanate and 65.16 g (0.42 mol) of the compound of Chemical Formula gare reacted together at 50° C. for 15 hours by using 6.63 g (0.0105 mol)of dibutyl tin dilaurate (DBTDL) as a catalyst, synthesizing a compoundof Chemical Formula A (¹H NMR (300 MHz, CDCl₃) δ 8.08 (t NH), 6.7-6.9 (d8H), 6.8-7.0 (d 8H), 5.94, 5.45 (s C═CH₂), 4.00 (t CH₂), 3.29 (t CH₂),1.78 (s CH₃)).

Example 2 Synthesis of a Compound of Chemical Formula B

A compound of the following Chemical Formula B (¹H NMR (300 MHz, CDCl₃)δ 8.08 (t NH), 6.7-6.9 (d 8H), 6.8-7.0 (d 8H), 5.94, 5.45 (s C═CH₂),6.03 (s 4H), 4.00 (t CH₂), 3.29 (t CH₂)) is prepared according to thesame method as in Example 1, except for using isocyanatoethyl acrylateinstead of methacryloyl oxyethyl isocyanate.

Example 3 Synthesis of a Compound of Chemical Formula C

A compound of the following Chemical Formula B (¹H NMR (300 MHz, CDCl₃)δ 8.03 (s NH), 6.9-7.1 (d 8H), 7.1-7.3 (d 8H), 6.27, 5.59 (s C═CH₂),6.05 (s 6H), 4.71 (s CH₂), 1.57 (s CH₃)) is prepared according to thesame method as in Example 1, except for using1,1-bis(acryloyloxymethyl)ethyl isocyanate instead of methacryloyloxyethyl isocyanate.

Example 4 Synthesis of a Compound of Chemical Formula D

A compound of the following Chemical Formula D (¹H NMR (300 MHz, CDCl₃)δ 8.22 (t NH) δ 6.9-7.0 (d 6H), 7.0-7.1 (d 6H), 6.13, 5.59 (s C═CH₂),4.26 (t CH₂), 3.56 (t CH₂), 1.91 (s CH₃)) is prepared according to thesame method as in Example 1, except for using1,1,1-tris(4-hydroxyphenyl)ethane instead oftetrakis(p-hydroxyphenyl)methane.

Example 5 Synthesis of a Compound of Chemical Formula E

A compound of the following Chemical Formula E (¹H NMR (300 MHz, CDCl₃)δ 8.20 (t NH), 6.7-6.9 (d 8H), 6.8-7.0 (d 8H), 5.94, 5.45 (s C═CH₂),6.08 (s 3H), 4.00 (t CH₂), 3.29 (t CH₂), 1.88 (s CH₃)) is preparedaccording to the same method as in Example 1, except for using1,1,1-tris(4-hydroxyphenyl)ethane instead oftetrakis(p-hydroxyphenyl)methane and isocyanatoethyl acrylate instead ofmethacryloyl oxyethyl isocyanate.

Example 6 Synthesis of a Compound of Chemical Formula F

A compound of the following Chemical Formula F (¹H NMR (300 MHz, CDCl₃)δ 8.03 (sNH), 6.9-7.1 (d 8H), 7.1-7.3 (d 8H), 6.27, 5.59 (s C═CH₂), 6.05(s 6H), 4.73 (s CH₂), 1.91 (s CH₃), 1.57 (s CH₃)) is prepared accordingto the same method as in Example 1, except for using1,1,1-tris(4-hydroxyphenyl)ethane instead oftetrakis(p-hydroxyphenyl)methane and 1,1-bis(acryloyloxymethyl)ethylisocyanate instead of methacryloyl oxyethyl isocyanate.

Example 7 Synthesis of a Compound of Chemical Formula G

A compound of the following Chemical Formula G (¹H NMR (300 MHz, CDCl₃)δ 8.08 (t NH), 7.0-7.2 (d 8H), 7.2-7.4 (d 8H), 6.48, 6.40 (s C═CH₂),4.58 (t CH₂), 3.15 (t CH₂), 2.01 (s CH₃)) is prepared according to thesame method as in Example 1, except for usingtetrakis(p-hydroxyphenyl)ethene instead oftetrakis(p-hydroxyphenyl)methane.

Example 8 Synthesis of a Compound of Chemical Formula H

A compound of the following Chemical Formula H (¹H NMR (300 MHz, CDCl₃)δ 8.03 (t NH), 7.0-7.2 (d 8H), 7.2-7.4 (d 8H), 6.27, 5.59 (s C═CH₂),6.05 (s 3H), 4.58 (t CH₂), 3.15 (t CH₂), 2.01 (s CH₃)) is preparedaccording to the same method as in Example 1-2, except for usingtetrakis(p-hydroxyphenyl)ethene instead oftetrakis(p-hydroxyphenyl)methane and isocyanatoethyl acrylate instead ofmethacryloyl oxyethyl isocyanate.

Example 9 Synthesis of Compound of Chemical Formula I

A compound of the following Chemical Formula I (¹H NMR (300 MHz, CDCl₃)δ 8.03 (t NH), 7.0-7.2 (d 8H), 7.2-7.4 (d 8H), 6.27, 5.59 (s C═CH₂),6.05 (s 4H), 4.71 (s CH₂), 1.57 (s CH₃)) is prepared according to thesame method as in Example 1, except for usingtetrakis(p-hydroxyphenyl)ethene instead oftetrakis(p-hydroxyphenyl)methane and 1,1-bis(acryloyloxymethyl)ethylisocyanate instead of methacryloyl oxyethyl isocyanate.

Example 10 Synthesis of a Compound of Chemical Formula J

A compound of the following Chemical Formula J (¹H NMR (300 MHz, CDCl₃)δ 8.22 (t NH) δ 6.1-7.3 (d 6H), 7.3-7.5 (d 6H), 6.48, 6.40 (s C═CH₂),4.58 (t CH₂), 3.15 (t CH₂), 0.66 (s CH₃)) is prepared according to thesame method as in Example 1, except for using1,1,1-(4-hydroxyphenyl)silane instead oftetrakis(p-hydroxyphenyl)methane.

While this invention has been described in connection with what ispresently considered to be practical exemplary embodiments, it is to beunderstood that the invention is not limited to the disclosedembodiments, but, on the contrary, is intended to cover variousmodifications and equivalent arrangements included within the spirit andscope of the appended claims.

1. A compound represented by the following Chemical Formula 1:

wherein, in the above Chemical Formula 1, A₁ is carbon (C) or silicon(Si), Ar₁ to Ar₃ are the same or different and are independently asubstituted or unsubstituted C₆ to C₂₀ arylene, L₁ is selected from thegroup consisting of a single bond and a C₁ to C₂₀ alkylene, R₁ isselected from the group consisting of hydrogen, a C1 to C5 alkyl,substituents represented by the following Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2, X₁ to X₃are the same or different and are independently selected from the groupconsisting of hydrogen, a C1 to C5 alkyl, substituents represented bythe following Chemical Formula 1-1 and substituents represented by thefollowing Chemical Formula 1-2, provided that at least one of R₁ and X₁to X₃ is selected from the group consisting of substituents representedby the following Chemical Formula 1-1 and substituents represented bythe following Chemical Formula 1-2, and a to c are independentlyintegers of 1 or 2, and when a to c are each equal to 2, each of X₁ toX₃ are the same or different:

wherein, in above Chemical Formula 1-1, Z is selected from the groupconsisting of a single bond, —O—, —COO—, and —COO—, i is an integerranging from 1 to 5, h is an integer ranging from 0 to 5, and R₁₀₀ ishydrogen or a methyl, provided that when Z is —O—, —COO—, or —COO—, h isnot zero (0),

wherein, in the above Chemical Formula 1-2, p and q are independentlyintegers ranging from 1 to 5, and R₁₀₁ to R₁₀₃ are independentlyhydrogen or a methyl.
 2. The compound of claim 1, wherein the compoundrepresented by the above Chemical Formula 1 comprises the compoundrepresented by the following Chemical Formula 1A:

wherein, in the above Chemical Formula 1A, A₁ is carbon (C) or silicon(Si), L₁ is selected from the group consisting of a single bond and a C₁to C₂₀ alkylene, R₁ is selected from the group consisting of hydrogen, aC1 to C5 alkyl, substituents represented by the above Chemical Formula1-1 and substituents represented by the following Chemical Formula 1-2,and R₁, R₄ to R₆, and X₁ to X₃ are independently selected from the groupconsisting of hydrogen, a C1 to C5 alkyl, substituents represented bythe above Chemical Formula 1-1 and substituents represented by thefollowing Chemical Formula 1-2, provided that at least one of R₁, R₄ toR₆, and X₁ to X₃ is selected from the group consisting of substituentsrepresented by the above Chemical Formula 1-1 and substituentsrepresented by the following Chemical Formula 1-2, and a to c areindependently integers of 1 or 2, and when a to c are each equal to 2,each of X₁ to X₃ are the same or different.
 3. A compound represented bythe following Chemical Formula 3:

wherein, in the above Chemical Formula 3, Ar₈ to Ar₁₀ are the same ordifferent and are independently a substituted or unsubstituted C₆ to C₂₀arylene, L₂ is selected from the group consisting of a single bond and aC₁ to C₂₀ alkylene, R₂ is selected from the group consisting ofhydrogen, a C1 to C5 alkyl, substituents represented by the aboveChemical Formula 1-1 and substituents represented by the followingChemical Formula 1-2 in claim 1, X₅ to X₇ are independently selectedfrom the group consisting of hydrogen, a C1 to C5 alkyl, substituentsrepresented by the Chemical Formula 1-1 and substituents represented bythe following Chemical Formula 1-2, provided that at least one of R₂ andX₅ to X₇ is selected from the group consisting of substituentsrepresented by the above Chemical Formula 1-1 and substituentsrepresented by the following Chemical Formula 1-2, and j, k, and l areindependently integers of 1 or 2, and when j, k, and l are 2, each of X₅to X₇ are the same or different;

wherein, in above Chemical Formula 1-1, Z is selected from the groupconsisting of a single bond, —O—, —COO—, and —COO—, i is an integerranging from 1 to 5, h is an integer ranging from 0 to 5, and 8100 ishydrogen or a methyl, provided that when Z is —O—, —COO—, or —COO—, h isnot zero (0),

wherein, in the above Chemical Formula 1-2, p and q are independentlyintegers ranging from 1 to 5, and R₁₀₁ to R₁₀₃ are independentlyhydrogen or a methyl.
 4. The compound of claim 3, wherein the compoundof the above Chemical Formula 3 includes a compound represented byChemical Formula 3A:

wherein, in the above Chemical Formula 3A, L₂ is selected from the groupconsisting of a single bond and a C₁ to C₂₀ alkylene, R₂ is selectedfrom the group consisting of hydrogen, a C1 to C5 alkyl, substituentsrepresented by the above Chemical Formula 1-1 and substituentsrepresented by the following Chemical Formula 1-2, R₂, R₁₁ to R₁₃, andX₅ to X₇ are the same or different and are independently selected fromthe group consisting of hydrogen, a C1 to C5 alkyl, and substituentsrepresented by the above Chemical Formula 1-1 and substituentsrepresented by the following Chemical Formula 1-2, provided that atleast one of R₂, R₁₁ to R₁₃, and X₅ to X₇ is selected from the groupconsisting of substituents represented by the above Chemical Formula 1-1and substituents represented by the following Chemical Formula 1-2, andj, k, and l are independently integers of 1 or 2, and when j, k, and lare each equal to 2, each of X₅ to X₇ are the same or different.
 5. Thecompound of claim 1, wherein at least three of R₁ and X₁ to X₃ in theabove Chemical Formula 1 are selected from the group consisting ofsubstituents represented by the above Chemical Formula 1-1 andsubstituents represented by the following Chemical Formula 1-2.
 6. Thecompound of claim 3, wherein at least three of R₂ and X₅ to X₇ in theabove Chemical Formula 3 are substituents represented by the ChemicalFormula 1-1 and substituents represented by the following ChemicalFormula 1-2.
 7. The compound of claim 1, where the compound is used asan adhesive composition, a photocurable paint and ink composition, alight guide, an insulation layer, an optical filter, a flame retardantresin or in a plastic optical fiber.
 8. The compound of claim 3, wherethe compound is used as an adhesive composition, a photocurable paintand ink composition, a light guide, an insulation layer, an opticalfilter, a flame retardant resin or in a plastic optical fiber.